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Please use this identifier to cite or link to this item: http://hdl.handle.net/1807/31317

Title: Synthesis and Structural Studies of Oligoproline Macrocycles
Authors: Lou, Tiantong
Advisor: Yudin, Andrei
Department: Chemistry
Keywords: Macrocycles
Peptides
Proline
Polyproline
Aziridine aldehyde
ugi reaction
Issue Date: 14-Dec-2011
Abstract: Due to inherent rigidity of oligoproline peptides, forcing the C- and N-terminus in proximity for cyclization can be of significant challenge. To address this issue, a cyclization condition involing the help of amphoteric aziridine aldehydes has been developed. This one step cyclization protocol generally proceeds in high yields and goes to completion in relatively short period of time. Despite their cyclic nature, the resulting molecules display spectroscopic characteristics of polyproline II helices. These macrocycles should facilitate systematic studies of various conformational states of polyproline-containing protein regions.
URI: http://hdl.handle.net/1807/31317
Appears in Collections:Master

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